On Monday I had lunch with a friend, and we wound up at Little Skillet. There's pretty much nothing except a salad on the menu that's diet friendly, and eating a salad is pretty much right out on my diet, so I wound up eating grits with shrimp. Their grits are basically just a butter-delivery mechanism, but I ate all the shrimp and about half of the grits, and by my estimates it wasn't many more calories than a typical lunch for me would be.
Yesterday I decided that I really needed frozen yogurt to cool off from the heat, so I had some. This weekend will be a diet break, since it's the Eat Real Festival in Oakland, and I plan to get most of my food there all weekend and just eat whatever I want.
What's working for me: eating things that I like, rather than things that make me feel like I'm on a marathon of deprivation and suffering. Plus, summer in California is heaven for eating good food-- I have an embarrassing abundance of fresh fruits and vegetables available to me. This will be a bit more difficult in the winter.
The most surprising thing that I've encountered is that I often find myself not eating enough calories. I'll get to the end of the day, look at my log, and think that I really should have a couple hundred more calories. Sometimes I do, sometimes I don't.